Acetic Acid → N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide

HRID 1927604노트

반응식

HRID 1927604 반응식
[CH2:1]([CH:3]([CH2:31][CH3:32])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=3)[C:20](O)=[O:21])[CH2:15][CH2:14]2)=[C:9]([F:30])[CH:8]=1)=[O:5])[CH3:2].CO[C:35](=O)[CH:36]([N:44]1CCN(C2C=CC(NC(=O)C(CC)CC)=CC=2F)[CH2:46][CH2:45]1)C1C=CC=C(F)C=1.[OH-].[K+].CC(O)=O>O.CO.O>[CH2:36]([N:44]([CH2:45][CH3:46])[C:20]([CH:19]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)[N:16]1[CH2:15][CH2:14][N:13]([C:10]2[CH:11]=[CH:12][C:7]([NH:6][C:4](=[O:5])[CH:3]([CH2:1][CH3:2])[CH2:31][CH3:32])=[CH:8][C:9]=2[F:30])[CH2:18][CH2:17]1)=[O:21])[CH3:35]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 16667233HCID 16667233, 화합물HCID 69304344{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid

생성물 1

HCID 16667279N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide

시약·촉매·용매 2

HCID 962Water용매HCID 22242641Methanol--water (1/1)용매

실험 절차

{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid. A mixture of {4-[4-(2-ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid methyl ester (0.22 g, 0.47 mmol) in water/MeOH (1:4, 5 mL) was treated with KOH (0.095 g, 1.70 mmol) and the resulting mixture was heated at reflux for 24 h. The mixture was cooled to rt and acidified to pH 6.5 with AcOH. The mixture was diluted with water and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated to yield the title compound (0.24 g), which was carried forward to the next step.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 24 h
  3. extractionextracted with DCM
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2d8e1da77f8f4028b8b2850060e14dbd
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183239B2

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